Family-friendly vacation rentals in Oak Harbor

4.97 out of 5 average rating, 785 reviews

The studio features wooden flooring and natural light from a skylight and sliding glass door, which leads to a private balcony. A cozy sleeping area is accompanied by a dining table and a workspace with a chair, contributing to a functional living space.

Guesthouse in Anacortes

Relax in nature at Happy Valley Studio!

Happy Valley Studio rests in a lovely rural neighborhood, near 2800 acres of Community Forestlands hiking trails. It's ~15 minutes (3.6 Mi) from the Ferry to the San Juan Islands/Sidney BC, and an easy 5 minutes from downtown Anacortes. You will love the quiet neighborhood, and our lovely gardens and pond. Clean, cozy, roomy studio apartment with its own private balcony entry and skylights to keep it bright and cheery. Fully equipped kitchenette, with a microwave and refrigerator (no stove.)

4.96 out of 5 average rating, 167 reviews

A glass table is set on a wooden deck, accompanied by two blue chairs. A cup of coffee and a plate with a pastry are placed on the table. The view features a serene water scene and distant buildings, creating a calm atmosphere.

Apartment in Oak Harbor

View * W/D * Downtown * Harbor * R & R!

This spacious apartment is half a block from the harbor and easy walking distance of our very cute downtown area where all the faires and festivals take place! Completely renovated and with wonderful views from the deck as well as the dining area windows! Full kitchen that is fully appointed! The 2 bedrooms have queen beds and the sleeper sofa is also a queen (very comfortable!) and if you have extra 'little people', the ottoman makes into a twin bed and there is also a rollaway bed and W/D.

Superhost

A modern living room is shown with large windows offering views of the water. A dark sectional sofa is adorned with colorful throw pillows. A round glass coffee table sits in front, reflecting the natural light pouring in. Soft curtains complement the serene atmosphere.

4.91 out of 5 average rating, 162 reviews

Seascape Stay

Enjoy the amazing seaside views from this centrally-located stay in quaint ‘old town’ Oak Harbor! This historical duplex home stay has two bedrooms, a full bathroom, and a well equipped kitchen. A spacious living/dinning space features windows with endless views of the bay and surrounding mountains. A few steps to old town’s many treasures and a short drive to multiple state parks with wonderful hiking trails…, makes this is the perfect spot to start exploring all Whidbey Island has to offer!

4.93 out of 5 average rating, 104 reviews

Two tiny homes are positioned side by side, showcasing their wooden exteriors. The Guest Suite is highlighted, with views of the water and trees in the background. A fenced area surrounds the property, and a gravel path leads to the entrance.

Guesthouse in Freeland

Detached Guest Suite

Cozy waterfront Tiny Home located on Whidbey Island overlooking Holmes Harbor in Freeland, WA. Completely self-contained, it is perfect for the solo traveler and suitable for a couple. The view from the queen sized bed is magical, and the partially covered deck shares the same view. The unit is complete with toaster oven, microwave, 2 burner induction stove, small refrigerator and bathroom with shower. This unit shares the property with another Tiny Home where the owner lives full time.

4.97 out of 5 average rating, 263 reviews

A tranquil waterfront view features vibrant hues of orange and pink reflecting on the water during sunset. The shoreline is visible alongside the calm waves, with distant trees framing the scene, creating a serene atmosphere.

Guesthouse in Oak Harbor

Penn Cove Beach Studio

Welcome to our charming Beach Studio located on South facing no bank water front. Wake up to the sound of waves from right outside your door. A modern outdoor hot tub is available dedicated to the Beach Studio guests. The Beach Studio now has a brand new full kitchen. The walls are all covered by beautiful paintings. There is plenty to do on Whidbey Island, at the many parks, kayak in the cove, or stroll around historic Coupeville. This is the ideal location for people that love the water.

4.92 out of 5 average rating, 481 reviews

A cozy sleeping area features a spacious bed with layered bedding and decorative pillows. Two modern light fixtures hang above, providing soft illumination. A small dining table with two chairs sits beside the window, allowing for natural light to fill the room.

Tiny home in Oak Harbor

The Bit & Bridle Cabin bids you welcome!

The Bit & Bridle Cabin has that out-in-the-country feel, yet it is only minutes from Oak Harbor's town center. This small 17 acres farm provides Donna's horses room to play and live and Stan's Autobody & Paint Shop a place to thrive. Other buildings besides the Cabin and the owners' house are a covered riding arena, Stan Wingate's shop, a "Fowl Manor" and run, and a small family residence. Ten beautiful old apple trees are scattered around. The Cabin is next to one of the apple orchards.

4.98 out of 5 average rating, 132 reviews

A gravel pathway extends from the building, bordered by vibrant green grass and tall trees reaching towards a clear blue sky. Sunlight filters through the branches, casting shadows on the ground and creating a serene outdoor ambiance.

Guesthouse in Oak Harbor

Secluded forest studio with water view

Escape from everyday life in a one-bedroom water-view studio on the 2nd floor of a solar powered guest house on Whidbey Island. Situated in the midst of a 6 acre forest, enjoy a calming experience with views of Penn Cove and the iconic town of Coupeville. Listen to the songbirds and great horned owls. Absorb nature by walking the trails without leaving the property. Share the yoga studio on the second floor. Visit a public beach 1/4 mile away, kayak or paddleboard on Penn Cove.

4.99 out of 5 average rating, 122 reviews

A view from the sliding door shows a patio with a circular fire pit surrounded by stone pavers. Lush green grass leads to a fenced area with trees and a glimpse of the water in the distance under a clear sky.

Cottage in Oak Harbor

Suite-Spot for a Sweet Stay

Views of Puget sound and Mt. Baker make Suite Spot a sweet place to stay on Whidbey Island. A quiet location minutes from downtown Oak Harbor, the cottage makes a great base for work or play. There's a large desk and 200MbS+ WIFI for your office needs and parks, beaches, restaurants and shopping minutes away for a short or long getaway. Enjoy the eat-in kitchen, heated-floor bath & HDTV, games, plus There's a tennis/pickleball court! Hosts live on property (separate house).

A serene waterfront view features a rocky shoreline leading to calm waters. The distant mountains create a peaceful backdrop under a clear sky, while gentle waves lap at the shore. The area is quiet, inviting leisurely walks along the beach.

4.89 out of 5 average rating, 110 reviews

San Juan View

This spectacular medium bank water view home with beach access is a cozy peaceful house that is perfect to relax, unwind and beach walk. This 2 bedroom 1 bath house has 2 queen size beds, a well appointed kitchen, in house washer/ dryer, picnic table in yard, No Pets allowed at this property. WIFI and Smart TV. Located in the beautiful Sierra County Club community and is just 1/4 mile walk from Libbey beach park with steps to beach. Located very near to Ebey State Park.

5 out of 5 average rating, 359 reviews

A spacious farmhouse is set amidst lush greenery and vibrant flower beds. The two-story structure features a large balcony with multiple windows, surrounded by trees and a well-maintained lawn. Colorful flowers in shades of purple, pink, and white are visible in the foreground.

Apartment in Anacortes

Farmhouse Getaway

Welcome to this serene and spacious farmhouse get-away. Located on beautiful south Fidalgo island, you are 7 minutes to Deception Pass bridge, 13 minutes to downtown Anacortes, and 17 minutes to the ferry terminal to the San Juan islands. Curl up with a good book, watch a movie or just relax and enjoy our beautiful view of north Whidbey island and Deception Pass. Our gardens explode in summertime so feel free to wander and pick flowers, fruit or vegetables in season.

4.97 out of 5 average rating, 228 reviews

A small cabin with a distinct shingled exterior features a front door framed by four square windows. Steps lead to the entrance, surrounded by greenery and gravel. A wooden deck is visible beside the cabin, with outdoor seating positioned against a backdrop of trees and a picket fence.

Guesthouse in Coupeville

Cute Little Cabin near Longpoint Beach

Our Little Cabin is a bright comfortable space with a 1/2 bath, including a sink and toilet. You will have access to a private full bath with roomy shower and laundry facilities accessible through our garage any time. There is a small refrigerator and microwave as well as Keurig coffee. There is a large window facing the garden with a view of the water through the trees. Longpoint Beach at the opening to Penn Cove is a 10 minute walk through our quiet neighborhood.

A bright, open living area features a modern kitchen with sleek appliances and a large island. Natural light floods through multiple windows, highlighting the polished hardwood floor. A cozy seating space is arranged with a dark sofa and decorative cushions, alongside a coffee table displaying a wooden tray.

5 out of 5 average rating, 157 reviews

5 Star! Centrally Located Oak Harbor Home

Centrally located to downtown Oak Harbor and NAS Whidbey Island, this recently remodeled house offers all the comforts of home while eliminating any of the accompanying chores. Guests can relax by the fireplace or indulge in a good book on the back patio, which overlooks a peaceful, enclosed yard. Additionally, our optimal location makes it easy for guests to travel to any one of our Island's beautiful state parks. Come explore the legendary Whidbey Island!

Popular amenities for Oak Harbor family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A bright living area features large windows overlooking the ocean, allowing natural light to fill the space. A cozy sectional sofa is paired with a decorative blue blanket, complemented by a vibrant area rug. A wooden ceiling adds warmth to the modern design.

4.97 out of 5 average rating, 183 reviews

Hot tub on Beach, Super Fast Wi-Fi @ Luna Shores

4.94 out of 5 average rating, 1,641 reviews

The Pleasant Bay Lookout is surrounded by lush greenery, showcasing a small, modern structure elevated on wooden supports. A spacious deck extends outwards, framed by thriving trees that enhance the natural setting. The building features a flat roof adorned with vegetation.

Treehouse in Bellingham

Pleasant Bay Lookout (epic sea view + hot tub)

4.88 out of 5 average rating, 199 reviews

The cottage is nestled amidst lush greenery, with ferns and various plants framing its entrance. The porch, with a white railing and blue accents, extends towards a covered area, while the surrounding trees create a natural, secluded atmosphere.

Guesthouse in Langley

Private Purple Cottage near Langley, Whidbey

4.93 out of 5 average rating, 336 reviews

An outdoor space is outlined by tall trees, featuring a hot tub beside a covered seating area. Soft lighting illuminates the space, complemented by a comfortable seating arrangement. The patio is designed for relaxation, with an inviting atmosphere created by nature's backdrop.

Home in Langley

Hot Tub / Private Beach + Pet friendly

Guest suite in Mount Vernon

The exterior of the home is illuminated by warm string lights against a darkening sky. A covered balcony extends from the second floor, while the surrounding yard features well-maintained greenery and colorful plants, creating a tranquil ambiance.

4.95 out of 5 average rating, 355 reviews

Waterfront Balcony Studio w/ Hot-tub & King Bed

A circular stone fire pit is set on a grassy area, overlooking a tranquil waterfront view. Driftwood and natural debris line the shore, with the water reflecting a clear blue sky. Distant hills and boats can be seen on the horizon.

4.98 out of 5 average rating, 139 reviews

Whidbey Island No-Bank Waterfront Beach House

4.96 out of 5 average rating, 218 reviews

Home in Anacortes

Anacortes Waterfront Complete Remodel/Hot Tub

4.96 out of 5 average rating, 163 reviews

Home in Clinton

Beachfront | Hot Tub | Dogs OK | Kayaks | Firepit

Family- and pet-friendly home rentals

4.95 out of 5 average rating, 414 reviews

A charming cottage features a spacious deck with a green umbrella, providing shade. The exterior showcases wood shingles and is surrounded by lush trees, creating a serene and inviting outdoor space.

Guesthouse in Freeland

Tranquil Refuge on South Whidbey

4.91 out of 5 average rating, 132 reviews

A cozy room features a queen bed with a floral coverlet and a comfortably positioned armchair. A patterned area rug adorns the wooden floor, complementing bedside tables with lamps. A small television on a wooden cart and draped curtains allow for natural light to enter.

Guest suite in Greenbank

Whidbey Island Workers Retreat

4.93 out of 5 average rating, 145 reviews

A quaint loft above a garage is surrounded by trees, featuring a spacious outdoor deck with an umbrella and vibrant yellow door. The driveway leads to the garage with two large doors, while colorful planters and rustic decor enhance the inviting exterior.

Loft in Sedro-Woolley

The Loft at Thunder Creek

Vacation home in Oak Harbor

A northwest modern home features multiple levels and large windows, surrounded by lush greenery. The structure includes a spacious deck with seating and a red door, providing a warm focal point against the earthy tones of the exterior.

4.95 out of 5 average rating, 105 reviews

Stylish Retreat with Bay Views

4.98 out of 5 average rating, 135 reviews

The exterior of a peaceful home is displayed, featuring blue siding and large windows that invite natural light. A vibrant hydrangea bush blooms in front of the house, surrounded by a grassy yard and stone pathway leading to outdoor seating options.

Home in Bow

Samish Island Cottage Getaway

4.95 out of 5 average rating, 320 reviews

The exterior of Cedar Cottage features warm wooden siding and large windows. A covered porch extends from the roof, allowing for outdoor seating. The surrounding greenery complements the natural materials of the structure, offering a peaceful woodland setting.

Guesthouse in Langley

Cosy Cottage in a Woodland Setting

A spacious field filled with several hay bales is shown, set against the backdrop of a modern house with large windows and a deck. The landscape includes trees in the background and a clear blue sky above, highlighting the serene rural setting.

4.8 out of 5 average rating, 189 reviews

Monkey Hill Farm

Guest suite in Burlington

A cozy bedroom features a plush queen bed, accompanied by soft, white bedding. An antique crystal chandelier illuminates the space, while a charming lamp provides additional light. A mirror reflects the inviting decor, and a door leads to the private entrance.

4.9 out of 5 average rating, 412 reviews

Exquisite en' Suite

Family-friendly home rentals with a pool

4.97 out of 5 average rating, 550 reviews

A modern kitchen area features white cabinetry and open shelving displaying various kitchenware. A round dining table is accompanied by transparent chairs, while a gray sofa with decorative pillows sits in the foreground. Light streams in through large windows, enhancing the inviting space.

Guest suite in Mukilteo

Seaside Suite by Mukilteo Beach

4.93 out of 5 average rating, 228 reviews

A scenic view captures a seaplane flying over the water, framed by a clear blue sky. In the foreground, gray condo buildings are visible with well-maintained gardens and a parking area. Lush greenery lines the coastline, contrasting with the tranquil waters of Admiralty Inlet.

Condo in Port Ludlow

Captain Berg's Getaway

4.93 out of 5 average rating, 131 reviews

The exterior of a spacious two-story house is surrounded by lush greenery. A wraparound porch features wooden railings and seating areas. A private, heated pool is visible in the yard, offering a serene outdoor space for relaxation and enjoyment.

Home in Kingston

Waterfront Gamble Bay House +Seasonal Heated Pool

Superhost

4.91 out of 5 average rating, 227 reviews

Sunset ocean view home, close to town

Shipping container in Sequim

A colorful mural adorns the exterior of the two-story shipping container home, featuring orcas amidst a scenic landscape. The structure is set within a spacious green lawn, with large windows and a deck extending from the upper level.

5 out of 5 average rating, 239 reviews

Colorful Container Home on 13 acre estate

4.98 out of 5 average rating, 122 reviews

The charming exterior of the house features a peaked roof and a spacious deck with seating. Two stand-up paddleboards rest against the railing, surrounded by lush greenery, creating a welcoming entrance to the property.

Cottage in Hansville

Sauna + Cold Plunge + Hot Tub & Red-light therapy

A rustic, two-story log cabin features a distinctive red roof and expansive covered porches. Large windows allow for natural light to fill the interior, while lush greenery surrounds the home. The design combines natural materials with a warm and inviting structure.

4.91 out of 5 average rating, 164 reviews

Unique Open Concept Log Home